About 373 Boston Post Road
Set back and sited high on a hill overlooking 1.6 aces of estate-like grounds with seasonal views of Long Island Sound and Madison Country Club's 18-hole golf course, this residence was constructed by one of the town's most esteemed builders as his own home, and it shows in every detail. Nine-foot ceilings and abundant light define the first floor, which includes a living/dining room and elegant den, each with a woodburning fireplace, an office (currently a playroom), and a powder room. The living room opens to large veranda ideal for outdoor living and Fourth of July parties overlooking Madison's annual fireworks display. A spectacular top of the line kitchen has double ovens, A Sub-Zero refrigerator, counter and table seating, as well as an inviting sitting area. Upstairs, the vaulted primary suite offers a sitting area with yet another fireplace, two enormous walk-in closets sure to please, and a fabulous bathroom with double vanity, walk-in shower, and soaking tub. A bedroom with ensuite bath, a laundry room, and two other bedrooms that share a family bath complete the second floor. The finished lower level adds plenty of additional living space, a full bath, and a multi-purpose bonus room. A two-story carriage style garage has space for an office/studio above. Just minutes from Madison's center and the Surf Club, this is a very special, move-in ready property. Be prepared to act quickly!
Features of 373 Boston Post Road
| MLS® # | 24207210 |
|---|---|
| Price | $2,675,000 |
| Bedrooms | 4 |
| Bathrooms | 4/1 |
| Full Baths | 4 |
| Half Baths | 1 |
| Square Footage | 4,766 |
| Acres | 1.59 |
| Type | Single Family For Sale |
| Style | Colonial |
Community Information
| Address | 373 Boston Post Road |
|---|---|
| Area | N/A |
| City | Madison |
| County | New Haven |
| State | Connecticut |
| Zip Code | 06443 |
Amenities
| Features | Generator |
|---|---|
| Parking Spaces | 4 |
| Parking | Detached Garage, Driveway |
| Garage Spaces | 2 |
| Is Waterfront | No |
| Waterfront | View |
| Has Pool | No |
Interior
| Interior Features | Auto Garage Door Opener, Cable - Available |
|---|---|
| Appliances | Gas Range, Wall Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer |
| Heating | Hydro Air, Zoned, Natural Gas |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 3 |
Exterior
| Exterior | Wood |
|---|---|
| Exterior Features | Balcony, Underground Utilities, Porch, Stone Wall, French Doors, Underground Sprinkler |
| Lot Description | Sloping Lot, Professionally Landscaped |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | Per Board of Ed |
|---|---|
| Middle | Per Board of Ed |
| High | Per Board of Ed |
Additional Information
| Date Listed | September 19th, 2026 |
|---|---|
| Zoning | R1 |
| RE / Bank Owned | No |
Listing Details
| Office | William Pitt Sotheby's Int'l |
|---|
